(3S,4aS,8aS)-N-tert-butyl-2-[(2S,3R)-3-amino-2-hydroxy-4-(phenylthio)butyl]decahydroisoquinoline-3-carboxamide

Base Information

Chemical Name:(3S,4aS,8aS)-N-tert-butyl-2-[(2S,3R)-3-amino-2-hydroxy-4-(phenylthio)butyl]decahydroisoquinoline-3-carboxamide
CAS No.:265135-71-5
Molecular Formula:C₂₄H₃₉N₃O₂S
Molecular Weight:433.659
Hs Code.:

Synonyms:(3S,4aS,8aS)-N-tert-butyl-2-[(2S,3R)-3-amino-2-hydroxy-4-(phenylthio)butyl]decahydroisoquinoline-3-carboxamide

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Chemical Property of (3S,4aS,8aS)-N-tert-butyl-2-[(2S,3R)-3-amino-2-hydroxy-4-(phenylthio)butyl]decahydroisoquinoline-3-carboxamide

Chemical Property:

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Technology Process of (3S,4aS,8aS)-N-tert-butyl-2-[(2S,3R)-3-amino-2-hydroxy-4-(phenylthio)butyl]decahydroisoquinoline-3-carboxamide

There total 5 articles about (3S,4aS,8aS)-N-tert-butyl-2-[(2S,3R)-3-amino-2-hydroxy-4-(phenylthio)butyl]decahydroisoquinoline-3-carboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: [(1R,2S)-3-((3S,4aS,8aS)-3-tert-Butylcarbamoyl-octahydro-isoquinolin-2-yl)-2-hydroxy-1-phenylsulfanylmethyl-propyl]-carbamic acid benzyl ester

: 265135-71-5
(3S,4aS,8aS)-N-tert-butyl-2-[(2S,3R)-3-amino-2-hydroxy-4-(phenylthio)butyl]decahydroisoquinoline-3-carboxamide

Guidance literature:: With potassium hydroxide; In isopropyl alcohol; at 80 ℃; for 18h;
DOI:10.1021/jo991793e

Reference yield:

: 159878-03-2
(2R,3R)-3-benzyloxycarbonylamino-4-(phenylthio)1-buteneoxide

: 265135-71-5
(3S,4aS,8aS)-N-tert-butyl-2-[(2S,3R)-3-amino-2-hydroxy-4-(phenylthio)butyl]decahydroisoquinoline-3-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: K₂CO₃ / propan-2-ol / 4 h / 80 °C

2: 6.68 g / aq. KOH / propan-2-ol / 18 h / 80 °C

With potassium hydroxide; potassium carbonate; In isopropyl alcohol; 1: Addition / 2: Hydrolysis;
DOI:10.1021/jo991793e

Reference yield:

: 188923-25-3
(2R,3R)-3-benzyloxycarbonylamino-4-phenylthio-1,2-butanediol

: 265135-71-5
(3S,4aS,8aS)-N-tert-butyl-2-[(2S,3R)-3-amino-2-hydroxy-4-(phenylthio)butyl]decahydroisoquinoline-3-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: 67 percent / pyridine / 4.25 h / 0 - 20 °C

2: 92 percent / KOH / propan-2-ol; H₂O / 1 h / 20 °C

3: K₂CO₃ / propan-2-ol / 4 h / 80 °C

4: 6.68 g / aq. KOH / propan-2-ol / 18 h / 80 °C

With pyridine; potassium hydroxide; potassium carbonate; In water; isopropyl alcohol; 1: Tosylation / 2: Cyclization / 3: Addition / 4: Hydrolysis;
DOI:10.1021/jo991793e